HBO’s Insecure Is Coming Back, But It Returns With Some Bittersweet News

For a while now, it hasn't been clear when or if Issa Rae's hit HBO series was actually coming back. The good news is, season 5 is definitely happening, as promised. But before you get too excited, here's what you need to know.
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Get ready, Insecure fans. HBO Max has confirmed season five will definitely arrive sometime later this year. But a word to the wise: Get those tissues ready, too.

The long-awaited, highly anticipated fifth season of Issa’ Rae’s acclaimed series will sadly be the last. And I don’t know about you, but my emotions are all over the place. Still, a farewell season is better than no fifth season at all.


Here’s what we know about the final season of Insecure so far.

It Was Always Going To End Like This

As it turns out, the fate of season 5 had already, and always, been predetermined by Rae. Or rather, it was generally mapped out. Per Deadline, the series creator/star revealed,

Prentice [Penny] and I are so grateful that HBO believed in our show from the beginning and kept faith in us to see our vision through the end. We always planned to tell this story through five seasons, but we couldn’t have made it this far without the tremendous support of our audience. I feel blessed beyond measure to bring our characters’ stories to an end, on-screen at least.


As for what season 5 will entail, plot details remain hush-hush for the moment. But luckily, it sounds like we won’t have to wait much longer to find out how it all shakes out.

It’s Happening Sooner Than We Thought

Okay, okay. Considering the OG announcement for season 5 dropped early in 2020, its inevitable debut could be dubbed as long overdue in the eyes of many. But after HBO’s initial announcement, the actual date remained up in the air for quite some time.

It finally appears the lengthy (but worth it) wait is almost over, with filming wrapping in early June 2021.


According to Harpers Bazaar, filming for season 5 initially began in January 2021. Officially, it’s set to drop sometime in October 2021.

While storyline details might remain an intentional mystery, Insecure will undoubtedly incorporate some new elements and themes this time around, especially when you take the timing of its creation into account.

Season 5 Was Written During Quarantine

Talking to Variety back in May, Rae said it felt “really good to be back,” even if it was only in virtual meetings. Apparently, they also did their first table reads via zoom. “And it’s like my only social interaction right now is just the weird virtual writer’s room. So that part is really exciting,” Rae said.

And she’s certainly not the only one excited about this one.

Twitter/Issa Rae

People Have Been Feeling Insecure For a While Now

On Rotten Tomatoes, the Golden Globe-nominated series has a 95% critical approval rating across all four seasons. It has also won a plethora of major awards, including a Peabody Award for Entertainment. Rae herself has taken home plenty of well-deserved accolades for the sharp comedy series, including a BET Award for Best Actress.

No matter what went on in the virtual writers’ room, it’s bound to be brilliant. Since the creators always knew that this season would be the last, my guess is it may also be one of the strongest, in its own right.

And if you haven’t started watching Insecure on Hulu yet, I highly recommend you see what all the hype’s about for yourself.